氧化吡啶鎓-烯烃[5 + 2]环加成共轭加成串联反应（C）序列：范围、局限性及计算研究
Oxidopyrylium-Alkene [5 + 2] Cycloaddition Conjugate Addition Cascade (C) Sequences: Scope, Limitation, and Computational Investigations.
作者信息
Kaufman Riley H, Law Chunyin M, Simanis Justin A, Woodall Erica L, Zwick Christian R, Wedler Henry B, Wendelboe Paul, Hamaker Christopher G, Goodell John R, Tantillo Dean J, Mitchell T Andrew
机构信息
Department of Chemistry , Illinois State University , Campus Box 4160 , Normal , Illinois 61790-4160 , United States.
Department of Chemistry , University of California, Davis , 1 Shields Avenue , Davis , California 95616 , United States.
出版信息
J Org Chem. 2018 Sep 7;83(17):9818-9838. doi: 10.1021/acs.joc.8b01322. Epub 2018 Jul 26.
Oxidopyrylium-alkene [5 + 2] cycloaddition conjugate addition cascade (C) sequences are described. Intramolecular cycloadditions involving terminal alkenes, enals, and enones were investigated. Substrates with tethers of varying lengths delivered five- and six-membered carbocycles and heterocycles thus demonstrating the scope and limitation of the cycloaddition-conjugate addition cascade. Several experiments and theoretical calculations provide evidence for the proposed mechanistic pathway.
描述了氧化吡啶鎓-烯烃[5 + 2]环加成共轭加成串联反应（C）序列。研究了涉及末端烯烃、烯醛和烯酮的分子内环加成反应。具有不同长度连接链的底物生成了五元及六元碳环和杂环，从而证明了环加成-共轭加成串联反应的适用范围和局限性。多项实验和理论计算为所提出的反应机理途径提供了证据。
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